Villa holiday rentals in Collingwood

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Top-rated villa rentals in Collingwood

Guests agree: these villas are highly rated for location, cleanliness and more.

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Superhost
A modern two-story home features a blend of stone and stucco exterior. A covered front porch with elegant columns invites entry. Large windows allow natural light to illuminate the facade, and a driveway leads to a stylish garage door, surrounded by a landscaped front yard.
Villa in Newmarket
4.75 out of 5 average rating, 16 reviews

Fairy Lake Manor

Welcome to our luxurious home in the heart of downtown Newmarket! This spacious and stylish retreat offers the perfect blend of modern amenities and upscale comfort, making it the ideal spot for your next getaway. Features open-concept living area, multiple bedrooms with plenty of natural light, chic decor. The fully-equipped gourmet kitchen perfect for preparing meals during your stay. Relax in the outdoor living area, hike at fairy lake park or take a dip at the Gorman community outdoor pool .

Guest favourite
The great room features a large leather sectional sofa arranged around a wooden coffee table. Natural light fills the space through multiple windows, and a stylish area rug complements the modern design. The open concept leads to a kitchen area visible in the background.
Villa in Bradford West Gwillimbury
4.71 out of 5 average rating, 127 reviews

Executive Villa - Year Round Swim Spa & Game Room

Mediterranean inspired country villa: Get away from the big city and unwind in this luxurious custom built bungaloft - total 6000 Sq Ft livable space . Situated in an exclusive estate community enclave and sits on a private 2 acre property. The residence boasts a high-end kitchens, year round swim spa (outside) and game room (basement). Enjoy great shopping at nearby Tanger Outlet Mall. A short drive to Cooks Bay Marina, & only 20 minutes from Canada’s Wonderland & Snow Valley Ski resort.

Top guest favourite
A circular above-ground pool is surrounded by a wooden deck. Sunlight reflects off the clear blue water, creating a serene atmosphere. A small shed is visible in the background, and potted plants provide a touch of greenery. Poolside chairs are arranged for relaxation.
Private room in Wasaga Beach
4.93 out of 5 average rating, 54 reviews

Fabulous vacation out of City

Fabulous spacious raise bungalow home, excellent location, country living & easy to commute to the City. Open concept, a lot of privacy. Shared space: family room with fireplace, exercise area ( few machines ). Private room and bathroom in the lower level. The room is equipped with: tv, a small fridge, coffee maker, mixer, microwave, iron,i.board, 2 pillows, blanket, 2 robes. 4 beach towels, Parking available on the driveway, parking permit you can buy in the city office for the plate #

Superhost
A modern living area features a leather sectional sofa placed around a circular coffee table. A mounted television is displayed over a stone fireplace. Natural light is filtered through large windows, enhancing the open feel of the space, which includes a stylish accent chair.
Villa in Collingwood
4.78 out of 5 average rating, 133 reviews

The Family Escape Townhome

Conveniently located in Collingwood, Ontario only 1.5 hours from the GTA, this home is a 5 minute drive to Blue Mountain Resort, a 7 minute drive to Northwinds Beach & 20 minute drive to Wasaga Beach (the largest fresh water beach in the world!). Enjoy hiking/biking trails, golf and so much more! Set your day’s agenda from hitting the slopes, to relaxing at the spa. This home will make you feel warm and welcomed to the four-season destination of Collingwood & our neighbour Blue Mountain!

An outdoor area is surrounded by lush greenery, featuring a gravel path leading to a central stone arrangement with a small plant. Several seating options are available, including black and blue chairs, with wooden structures and logs in the background, offering a sense of tranquility.
Villa in New Tecumseth

Beautiful bungalow on 9 acres with River

Large spacious bungalow on 9 beautiful private acres. Enjoy all the aspects of privacy and nature. Go fishing in the River or hang out by the treehouse that has a sofa bed and single bunk. 4 bedroom bungalow that can easily sleep 10 adults. Large open kitchen, dining and living area. 3.5 baths, large basement area and 3 T.V's and gym. The outdoor space has 4 fire pit's a large dog run with a heated dog house, river that surrounds the grounds. 2 min drive from stores and Tim Hortons

Guest favourite
Villa in Creemore
5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Spa

Spacious Country Estate overlooking the Niagara Escarpment Great place to host reunions, groups, weddings with five acres of spacious landscape, pool, tennis, hot tub, fire pit Great Room, Flatscreen TV, PoolTable/Balcony/BBQ/Induction/Convection/DW Lower Level 3 bedrooms/2.5 bath walk out to patio/hot tub Carriage House Loft Apt - 1 king bedroom/1 queen futon is Pet friendly and can be booked separately. Weddings/Reunions welcome - additional fee in based on event size.

A spacious outdoor area features a stone fire pit surrounded by colorful lawn chairs in pink and teal. The back of a two-story stone house is visible, with a balcony above overlooking the yard. Lush greenery and a wooden fence frame the scene.
Villa in Wasaga Beach
4.08 out of 5 average rating, 26 reviews

Beach1*com - Riverfront Resort - Villa #32

Located in the heart of Wasaga Beach on the Nottawasaga River, Beach1 Riverfront Resort has plenty to offer! Our resort features 3 separate stone crafted beach houses that can accommodate 15 guests each. It's a perfect place for large families & friends on vacation. Enjoy BBQs and bonfires with a riverside sunset and spectacular views. Being in the heart of Beach Area 1, you are right beside the events, attractions, and everything else the main end has to offer.

Top guest favourite
A scenic landscape features a view of rolling hills covered in lush greenery under a blue sky dotted with clouds. A building with a red roof is partially visible, surrounded by vibrant trees and foliage.
Private room in Blue Mountains
4.99 out of 5 average rating, 175 reviews

Cardinals Roost Nature Retreat~2 Double Beds Room

If your looking to experience the quiet serenity of Nature, and leave the crowds behind for a peaceful nature getaway, we are a 67 acre, upscale Bed & Breakfast, four season property, nestled hillside overlooking the stunning views of Pretty River Valley Provincial Park. ***Our Doubles room, is the smallest of the 3 rooms (156 sq ft) and has 2 comfy double beds, a southern exposure nature view, and its own private European style ensuite with shower.

Three detached houses are visible, each featuring a balcony. Colorful chairs in pink and purple surround a bonfire pit on a sandy area. A Canadian flag stands nearby, gently fluttering in the breeze, with a clear blue sky and scattered clouds overhead.
Villa in Wasaga Beach
4.05 out of 5 average rating, 22 reviews

Beach1 Riverfront Resort - Villa #36

Located on the Nottawasaga River, in heart of Wasaga Beach, this beautiful, large waterfront property has plenty to offer! With three 2400 sq. ft. stone crafted detached houses, that can accommodate 17 guests each, it is a perfect place for multiple families or large groups on vacation. Being close to Beach Area 1, your walk to the main attractions on the beach and strip is very short. Enjoy BBQ's and bonfires with a riverside sunset!

Guest favourite
A sandy beach stretches out under a clear blue sky, with gentle waves lapping at the shore. A wooden pathway leads to the water, while a few people are seen walking along the beach, enjoying the serene coastal atmosphere.
Villa in Tiny
4.9 out of 5 average rating, 159 reviews

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2025-152

Guest favourite
A bright living area is highlighted by large arched windows that provide ample natural light and views of lush greenery outside. A modern, low-profile coffee table sits between a spacious sofa and a comfortable armchair. Decorative plants and flowers are placed thoughtfully throughout the room.
Villa in Tiny
4.98 out of 5 average rating, 109 reviews

Spacious Villa in Pines– Steps from Beaches!

Escape to this spacious and inviting home in Tiny, LaFontaine, just a short 3–4 minute walk from the stunning beaches of Georgian Bay. Designed for comfort and entertainment, our spacious home is ideal for families and groups looking to relax and create lasting memories, no matter the season.

Villa in East Gwillimbury

Cottage house with hottub and fireplace

Forget your worries in this spacious and serene space. Enjoy your Pool this summer with friends and bbq only the pool and the living room with fireplace is rented in airbnb. It has no bedrooms, not bed. Only a living room with an TV and Black Marble liquor Bar + fridge

Popular amenities for villa rentals in Collingwood

Quick stats about villa rentals in Collingwood

  • Nightly prices starting at

    Collingwood holiday rentals start at $156 SGD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Collingwood rentals

  • 4.8 Average rating

    Collingwood stays are highly rated by guests – averaging 4.8 out of 5!

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